Alkylation of 4,5-dichloropyridazin-6-one with alpha,omega-dibromoalkanes 4,5-dichloro-1-(omega-bromoalkyl)pyridazin-6-ones

被引:15
作者
Kim, SK [1 ]
Cho, SD [1 ]
Kweon, DH [1 ]
Yoon, YJ [1 ]
Kim, JH [1 ]
Heo, JN [1 ]
机构
[1] AGROCHEM LABS,HANWHA GRP RES & ENGN CTR,TAEJON 305345,SOUTH KOREA
关键词
D O I
10.1002/jhet.5570340131
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkylations of 4,5-dichloropyridazin-6-one (1) with dibromoalkanes 2 or 3 in the presence of potassium carbonate or tetrabutylammonium bromide/potassium hydroxide were investigated under restricted condition. Reactions of 1 with 2 or 3, except for 2b and 3b, in the presence of potassium carbonate or tetrabutylammonium bromide/potassium hydroxide gave only the N-alkylation products 3 and/or 4. Alkylation of 1 with 2b or 3b in the presence of potassium carbonate yielded the N-alkylation products 3b and/or 4b and the O-alkylation product 5 as the main product, whereas treatment of 1 with 2b or 3b in the presence of tetrabutylammonium bromide/potassium hydroxide afforded selectively the N-alkylation products 3b and/or 4b.
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页码:209 / 214
页数:6
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